Amorolfine (CED0009484)

Record Information
Version1.0
Creation Date2016-05-22 05:53:06 UTC
Update Date2026-05-14 19:02:03 UTC
SynCED IDCED0009484
Secondary Accession Numbers
  • CHEM019178
Identification
Common NameAmorolfine
ClassSmall Molecule
Description
Amorolfine is an organic compound with the formula C21H35NO and an average molecular weight of 317.52 g/mol. Amorolfine belongs to the phenylpropanes, a subclass of benzene and substituted derivatives within the organic compounds. This compound has been recorded as being found in or released from electrical and electronic equipment, specifically electrically stimulated smoking devices. In terms of biological activity, Amorolfine interacts with three recorded protein targets. It acts as a blocker or inhibitor of Sodium channel protein type 7 subunit alpha (SCN7A) and targets Delta(14)-sterol reductase ERG24 and C-8 sterol isomerase ERG2.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
(+-)-cis-2,6-Dimethyl-4-(2-methyl-3-(p-tert-pentylphenyl)propyl)morpholineChEBI
AmorolfinaChEBI
AmorolfinumChEBI
Meso-2,6-dimethyl-4-(2-methyl-3-(p-tert-pentylphenyl)propyl)morpholineChEBI
Meso-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholineChEBI
LocerylKegg
Amorolfin hydrochlorideMeSH
Amorolfine hydrochlorideMeSH
OdenilMeSH
LocetarMeSH
LocérylMeSH
Chemical FormulaC21H35NO
Average Molecular Mass317.517 g/mol
Monoisotopic Mass317.272 g/mol
CAS Registry Number78613-35-1
IUPAC Name(2R,6S)-2,6-dimethyl-4-(2-{[4-(2-methylbutan-2-yl)phenyl]methyl}propyl)morpholine
Traditional Name(2R,6S)-2,6-dimethyl-4-(2-{[4-(2-methylbutan-2-yl)phenyl]methyl}propyl)morpholine
SMILES[H]C(C)(CN1C[C@]([H])(C)O[C@]([H])(C)C1)CC1=CC=C(C=C1)C(C)(C)CC
InChI IdentifierInChI=1S/C21H35NO/c1-7-21(5,6)20-10-8-19(9-11-20)12-16(2)13-22-14-17(3)23-18(4)15-22/h8-11,16-18H,7,12-15H2,1-6H3/t16?,17-,18+
InChI KeyMQHLMHIZUIDKOO-AYHJJNSGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Aralkylamine
  • Morpholine
  • Oxazinane
  • Tertiary amine
  • Tertiary aliphatic amine
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Azacycle
  • Oxacycle
  • Hydrocarbon derivative
  • Amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00078 g/LALOGPS
logP5.44ALOGPS
logP5.62ChemAxon
logS-5.6ALOGPS
pKa (Strongest Basic)8.49ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.47 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity99.61 m³·mol⁻¹ChemAxon
Polarizability40.23 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0349000000-8a6a5a2d5889aad7dbbbNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-3982000000-368c0a2c70232f87983dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fr2-8920000000-b59b62fb6a1ee647039cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0109000000-3532dc0d959820e95fb4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0529000000-6c2cdebd2385ddef614bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9010000000-735d910cfb24ab57ad31Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
2366.0 Log mg/kg [1300:4200]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
MycosesNot AvailableNot AvailableNot AvailablePMC7558771
tinea unguiumNot AvailableNot AvailableNot AvailablePMC10073610
nail disorderNot AvailableNot AvailableNot AvailablePMC7558771
Exposure Sources
Source IDSourceSectorReference
CEDs000225Nail polish?Nail polish is a cosmetic product that typically contains a mixture of synthetic chemicals, including solvents, resins, plasticizers, and colorants.Personal care & cosmeticsPMC11991789
CEDs000233Brushes?Brushes used in personal care and cosmetics can be a source of synthetic chemical contamination due to the materials and coatings used in their manufacturing.Personal care & cosmeticsPubChem
CEDs000511Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.Electrical & Electronic EquipmentPubChem
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentPubChem
CEDs000519Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.Electrical & Electronic EquipmentPubChem
CEDs000524Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.Electrical & Electronic EquipmentPubChem
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwarePubChem
CEDs000561Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.Household cleaning & consumer productsPubChem
CEDs000569Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.Household cleaning & consumer productsPubChem
CEDs000580Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.Industrial manufacturing & chemical processingPubChem
CEDs000600Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.Agriculture & land managementPubChem
CEDs000605Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.Agriculture & land managementPubChem
CEDs000606Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.Agriculture & land managementPubChem
CEDs000609Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.Personal care & cosmeticsPubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsPubChem
CEDs000616Face Mask Cosmetics?Face mask cosmetics often contain a variety of synthetic chemicals, including preservatives, emulsifiers, and fragrances, which can contribute to chemical contamination.Personal care & cosmeticsPubChem
CEDs000617Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000618Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.Personal care & cosmeticsPubChem
CEDs000619Manicure Pedicure?Manicure and pedicure procedures often involve the use of various synthetic chemicals, including solvents, nail polishes, and nail adhesives.Personal care & cosmeticsPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000642Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.Textiles, leather & furnishingsPubChem
CEDs000662Yarns Or Threads?Yarns or threads used in textiles can be a source of synthetic chemical contamination due to the production processes and treatments they undergo.Textiles, leather & furnishingsPubChem
CEDs000692Silica Free Oxide Glass?Silica Free Oxide Glass is a type of glass that is produced using alternative materials to traditional silica-based formulations.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000698Jewellery?Jewellery production often involves the use of various synthetic chemicals during the extraction and processing of metals.Mining & metal processingPubChem
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsPubChem
Pathways
1 pathwayPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureCycloeucalenol cycloisomeraseB6TK44Zea maysPredicted (SEA)
Prediction Confidence Score
0.421
Applicability Domain
0.786
Statistical Significance
1.00e-05
Supporting Reference Compounds
6
E-value
0.0778492
Click to view 3D structureDelta(14)-sterol reductaseB4FS76Zea maysPredicted (SEA)
Prediction Confidence Score
0.382
Applicability Domain
0.786
Statistical Significance
1.00e-05
Supporting Reference Compounds
6
E-value
0.0778492
Click to view 3D structureSterol-8,7-isomeraseQ2TU57Zea maysPredicted (SEA)
Prediction Confidence Score
0.367
Applicability Domain
0.786
Statistical Significance
1.00e-05
Supporting Reference Compounds
6
E-value
0.0778492
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)
Prediction Confidence Score
0.328
Applicability Domain
0.786
Statistical Significance
0.0379
Supporting Reference Compounds
562
E-value
295.126
Click to view 3D structureSigma non-opioid intracellular receptor 1Q60492Cavia porcellusPredicted (SEA)
Prediction Confidence Score
0.326
Applicability Domain
0.786
Statistical Significance
0.0222
Supporting Reference Compounds
229
E-value
172.903
Click to view 3D structureSigma non-opioid intracellular receptor 1Q9R0C9Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.316
Applicability Domain
0.786
Statistical Significance
0.0159
Supporting Reference Compounds
207
E-value
123.702
Click to view 3D structureSigma intracellular receptor 2Q5U3Y7Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.309
Applicability Domain
0.786
Statistical Significance
0.0162
Supporting Reference Compounds
110
E-value
126.505
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase structureClick to view 3D structure3-beta-hydroxysteroid-Delta(8),Delta(7)-isomeraseQ15125HumansPredicted (SEA)
Prediction Confidence Score
0.295
Applicability Domain
0.786
Statistical Significance
0.0021
Supporting Reference Compounds
27
E-value
16.1148
Click to view 3D structureC-8 sterol isomerase ERG2P32352Baker's yeastPredicted (SEA)
Prediction Confidence Score
0.284
Applicability Domain
0.786
Statistical Significance
0.0012
Supporting Reference Compounds
20
E-value
9.10836
Amine oxidase [flavin-containing] A structureClick to view 3D structureAmine oxidase [flavin-containing] AP21396Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.228
Applicability Domain
0.255 Low confidence
Statistical Significance
0.057
Supporting Reference Compounds
66
E-value
443.507
Somatostatin receptor type 1 structureClick to view 3D structureSomatostatin receptor type 1P30872HumansPredicted (SEA)
Prediction Confidence Score
0.225
Applicability Domain
0.253 Low confidence
Statistical Significance
0.0617
Supporting Reference Compounds
48
E-value
480.641
Somatostatin receptor type 3 structureClick to view 3D structureSomatostatin receptor type 3P32745HumansPredicted (SEA)
Prediction Confidence Score
0.223
Applicability Domain
0.253 Low confidence
Statistical Significance
0.0789
Supporting Reference Compounds
57
E-value
613.997
Sodium-dependent dopamine transporter structureClick to view 3D structureSodium-dependent dopamine transporterQ01959HumansPredicted (SEA)
Prediction Confidence Score
0.223
Applicability Domain
0.239 Low confidence
Statistical Significance
0.4493
Supporting Reference Compounds
506
E-value
3497.69
Click to view 3D structureSodium-dependent serotonin transporterP31652Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.222
Applicability Domain
0.231 Low confidence
Statistical Significance
0.2389
Supporting Reference Compounds
297
E-value
1859.97
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)
Prediction Confidence Score
0.222
Applicability Domain
0.239 Low confidence
Statistical Significance
0.4078
Supporting Reference Compounds
451
E-value
3175.08
Click to view 3D structureAP-4 complex subunit sigma-1Q9Y587HumansPredicted (SEA)
Prediction Confidence Score
0.221
Applicability Domain
0.25 Low confidence
Statistical Significance
0.0095
Supporting Reference Compounds
2
E-value
73.8011
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)
Prediction Confidence Score
0.217
Applicability Domain
0.231 Low confidence
Statistical Significance
0.5276
Supporting Reference Compounds
593
E-value
4107.71
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)
Prediction Confidence Score
0.216
Applicability Domain
0.239 Low confidence
Statistical Significance
0.8728
Supporting Reference Compounds
1498
E-value
6795.07
Type II NADH:quinone oxidoreductase Ndh structureClick to view 3D structureType II NADH:quinone oxidoreductase NdhP95160Mycobacterium tuberculosisPredicted (SEA)
Prediction Confidence Score
0.216
Applicability Domain
0.216 Low confidence
Statistical Significance
0.0088
Supporting Reference Compounds
1
E-value
68.7409
Click to view 3D structureType II NADH:quinone oxidoreductase NdhAP95200Mycobacterium tuberculosisPredicted (SEA)
Prediction Confidence Score
0.216
Applicability Domain
0.216 Low confidence
Statistical Significance
0.0088
Supporting Reference Compounds
1
E-value
68.7409
Histamine H3 receptor structureClick to view 3D structureHistamine H3 receptorQ9Y5N1HumansPredicted (SEA)
Prediction Confidence Score
0.216
Applicability Domain
0.352
Statistical Significance
0.3596
Supporting Reference Compounds
294
E-value
2799.3
Click to view 3D structureSodium-dependent dopamine transporterP23977Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.215
Applicability Domain
0.219 Low confidence
Statistical Significance
0.1983
Supporting Reference Compounds
203
E-value
1543.75
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP08909RatPredicted (SEA)
Prediction Confidence Score
0.214
Applicability Domain
0.255 Low confidence
Statistical Significance
0.2774
Supporting Reference Compounds
185
E-value
2159.38
Trace amine-associated receptor 1 structureClick to view 3D structureTrace amine-associated receptor 1Q96RJ0HumansPredicted (SEA)
Prediction Confidence Score
0.212
Applicability Domain
0.224 Low confidence
Statistical Significance
0.1282
Supporting Reference Compounds
63
E-value
998.416
Click to view 3D structureTrace amine-associated receptor 1Q8HZ64Macaca mulattaPredicted (SEA)
Prediction Confidence Score
0.212
Applicability Domain
0.224 Low confidence
Statistical Significance
0.0058
Supporting Reference Compounds
8
E-value
45.3082
Concentrations
Not Available
External Links
DrugBank IDDB09056
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAmorolfine
Chemspider IDNot Available
ChEBI ID599440
PubChem Compound ID54260
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available